(Z)-5-morpholino-4-nonene | 131566-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (Z)-5-morpholino-4-nonene
• 英文别名: 4-[(Z)-non-4-en-5-yl]morpholine
• CAS: 131566-97-7
• 化学式: C₁₃H₂₅NO
• 分子量: 211.348
• InChiKey: RFWVDFZECSHJGZ-QPEQYQDCSA-N

物化性质

• 沸点：
  305.6±31.0 °C(Predicted)
• 密度：
  0.912±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-5-morpholino-4-nonene 在 甲醇 、 dimethyl sulfide borane 作用下， 生成 反-4-壬烯
  参考文献：
  名称：

  Hydroboration. 86. Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes

  摘要：

  Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines. Hydroboration of aldehyde enamines by 9-borabicyclo[3.3.1]nonane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90% yields. Unsaturated aldehyde enamines produce the corresponding dienes under these conditions. Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields. The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation. Mechanistic rationale is provided.

  DOI：

  10.1021/jo00004a038

文献信息

• 2-Ketosulfonamide und Verfahren zu ihrer Herstellung
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0134933A1

  公开（公告）日：1985-03-27

  Erfindung betrifft neue 2-Keto-sulfonamide der Formel und ein Verfahren zu ihrer Herstellung, dadurch gekennzeichnet, daß die durch Umsetzung von Enaminen der Formel mit Sulfamoyhalogeniden der Formel erhaltenen Reaktionsmischungen der Hydrolyse zu den 2-Keto-sulfonamiden unterworfen werden.

  本发明涉及式中的新 2-酮基磺酰胺及其制备方法，其特征在于通过式中的烯胺与式中的硫酰卤化物反应得到的反应混合物经过水解得到 2-酮基磺酰胺。
• A Novel Method for the α-Phenylthiomethylation of Carbonyl Compounds
  作者：Kunio Suzuki、Minoru Sekiya

  DOI：10.1055/s-1981-29424

  日期：——
• US4650902A
  申请人：——

  公开号：US4650902A

  公开（公告）日：1987-03-17
• Hydroboration. 86. Convenient conversion of aldehydes and ketones into the corresponding alkenes via hydroboration of their enamines. A remarkably simple synthesis of either (Z)- or (E)-alkenes
  作者：Bakthan Singaram、Milind V. Rangaishenvi、Herbert C. Brown、Christian T. Goralski、Dennis L. Hasha

  DOI：10.1021/jo00004a038

  日期：1991.2

  Aldehydes and ketones are converted into the corresponding alkenes via hydroboration of their enamines. Hydroboration of aldehyde enamines by 9-borabicyclo[3.3.1]nonane (9-BBN), followed by methanolysis, affords the corresponding terminal alkenes in 75-90% yields. Unsaturated aldehyde enamines produce the corresponding dienes under these conditions. Enamines derived from substituted cyclic ketones and heterocyclic ketones are readily accommodated in this reaction to afford the corresponding alkenes in very good yields. The synthesis of pure (Z)- or (E)-alkenes is readily achieved from the same acyclic ketone enamine by modification of the hydroboration-elimination procedure: (A) hydroboration by 9-BBN followed by methanolysis or (B) hydroboration by borane methyl sulfide (BMS) followed by methanolysis and hydrogen peroxide oxidation. Mechanistic rationale is provided.